410497
4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran
Dye content 98 %
Synonym(s):
DCM
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About This Item
Empirical Formula (Hill Notation):
C19H17N3O
CAS Number:
Molecular Weight:
303.36
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
EC Number:
257-137-6
MDL number:
form
solid
Quality Level
composition
Dye content, 98%
mp
215-220 °C (lit.)
λmax
468 nm
OLED device performance
ITO/Alq3:DCM/Alq3/Mg:Ag
, ITO/TPD/Alq3:DCM (10%)/Alq3/Mg:Ag
SMILES string
CN(C)c1ccc(\C=C\C2=CC(\C=C(C)O2)=C(\C#N)C#N)cc1
InChI
1S/C19H17N3O/c1-14-10-16(17(12-20)13-21)11-19(23-14)9-6-15-4-7-18(8-5-15)22(2)3/h4-11H,1-3H3/b9-6+
InChI key
YLYPIBBGWLKELC-RMKNXTFCSA-N
General description
4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM) is a red laser dye that consists of dicyanomethylene as an electron acceptor and dimethylaniline group as an electron donor. It has a π-conjugated 4H-pyran-4-ylidiene which bridges both the acceptor/donor groups. It can be used as a dopant and also in organic solid state lasers.
Application
DCM can be used as a laser dye to enhance the emission of distributed feedback (DFB) device by FÖrster resonance energy transfer (FRET). It may be used as a capping layer that allows the conversion of blue to red colored emission in organic light emitting diodes (OLED). DCM may also find potential applications in the enhancement of energy transfer of different devices like metal organic frameworks (MOFs), dye sensitized solar cells (DSSCs) and polarity sensors.
Features and Benefits
Voltage-tunable multicolor emission with enhanced luminance (~1000 cd/m2) was observed using varying amounts of DCM dye in a polymer light-emitting diode (PLED).
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
4.1B - Flammable solid hazardous materials
wgk
WGK 3
flash_point_f
109.4 °F - closed cup
flash_point_c
43 °C - closed cup
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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Marco Leonetti et al.
Optics letters, 34(24), 3764-3766 (2009-12-18)
We present a detailed study of the gain length in an active medium obtained by doping of DNA strands with 4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran dye molecules. The superior thermal stability of the composite and its low quenching permit one to obtain an optical
Pratik Sen et al.
The journal of physical chemistry. B, 109(8), 3319-3323 (2006-07-21)
Solvation dynamics of 4-(dicyanomethylene)-2-methyl-6(p-dimethylaminostyryl) 4H-pyran (DCM) has been studied in a dipalmitoyl-phosphatidylcholine (DPPC) vesicle entrapped in a sodium silicate derived sol-gel glass. Solvation dynamics in DPPC in a sol-gel glass is described by two components of 350 +/- 50 ps
Panchromatic quasi-solid-state squaraine dye sensitized solar cells enhanced by Forster resonance energy transfer of DCM-pyran.
Yun H, et al.
Dyes and Pigments, 113(3), 675-681 (2015)